Timothy Trybus, 62, was charged with felony hate crimes on Thursday after being caught on video harassing a woman in a Puerto Rican flag shirt in a Chicago park.CreditCreditCook County Forest Preserve District

A Chicago man who was caught on video harassing a woman over a Puerto Rican flag shirt was charged with felony hate crimes on Thursday, just hours after a police officer who ignored the woman’s pleas for help resigned, the authorities said.

The man, Timothy Trybus, 62, already faced disorderly conduct and assault charges in connection with the episode last month at a park in northern Chicago. In an email on Thursday, the Cook County State’s Attorney’s Office said Mr. Trybus had now also been charged with two counts of felony hate crime and is to appear in court for a bail hearing on Friday afternoon.

Prosecutors confirmed the new charges but did not answer several additional questions about them. A spokesman for the office told The Chicago Tribune that the two new counts were enhancements on the misdemeanor assault and disorderly conduct charges.

News of the new charges came less than a day after the Forest Preserve District of Cook County announced that the officer, Patrick Connor, a 12-year veteran of the district’s police department, had resigned. Officer Connor had been put under investigation and on desk duty after a widely shared video of the confrontation angered public officials, including Gov. Ricardo A. Rosselló of Puerto Rico.

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Patrick Connor, an officer with the Forest Preserve District of Cook County Police Department, kept his distance as the confrontation unfolded. He has since resigned.CreditMia Irizarry

In a statement on Thursday, Arnold Randall, the general superintendent of the Forest Preserve District, said officials had apologized directly to the woman involved, Mia Irizarry, and had refunded the money she paid for a permit. Mr. Randall also said he hoped Ms. Irizarry, 24, would consider returning to the park.

“I am sincerely sorry this happened,” he said. “I’ve seen the video, and I am outraged that this would happen anywhere, but especially sad it happened in our Forest Preserves.”

Some aspects of their investigation are continuing, he said, noting that Officer Connor’s personnel file would reflect that he “did not resign in good standing.”

Repeated attempts to reach Mr. Trybus and Officer Connor for comment have been unsuccessful.

The episode took place last month in the northern Chicago park Caldwell Woods. The recording, taken by Ms. Irizarry, shows Mr. Trybus demanding to know why she has a Puerto Rican flag shirt on and whether she is a United States citizen. While Mr. Trybus shouts at Ms. Irizarry, points at her face and follows her around part of the park, Officer Connor can be seen standing about 20 feet away with his hands against his chest.

“You are not going to change us, you know that, right?” Mr. Trybus says to Ms. Irizarry as he walks up to her. “Are you a United States citizen? Then you should not be wearing that.”

Ms. Irizarry, who was at the park with friends for a birthday party, can be heard on the video telling Mr. Trybus that she is indeed an American citizen. Her friends can be heard telling him that Puerto Rico is part of the United States.

At one point in the video, Ms. Irizarry tries to move away from Mr. Trybus and walks out from under a pavilion, but he follows her as Officer Connor appears not to approach them.

“Officer, officer, I feel highly uncomfortable,” Ms. Irizarry tells Officer Connor, who does not appear to respond to her as he is addressed, and can be seen turning his back and walking toward his police car.

The video shows Mr. Trybus continuing to confront Ms. Irizarry and her friends for about 10 minutes before additional police officers arrive and eventually arrest him, leading to the initial charges.

Ms. Irizarry has not responded to multiple requests for an interview.

“That officer did absolutely nothing — he did absolutely zero,” Ms. Irizarry said in the video, which was streamed from her Facebook profile on June 14, but gained a wider audience this week. “I told him I was uncomfortable multiple times. He did not do anything.”